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  231. 		<h1 id="article-title">alpha alkylation of enolate ion</h1>
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  251. 				<div class="article-author-link"><a href="pavone-advertising-agency-hbg-pa.html">pavone advertising agency hbg pa</a></div><p><a target="new" href="http://www.umlub.pl/upload/Seminar16.pdf" >Name</a><br/>Alpha halogenation of ketones. p. 1012-1017. 3. Alpha bromination of acids &#150; the   HVZ reaction. p. 1017-1018. 4. Alkylation of enolate ions and enamines.<br/><span>http://www.umlub.pl/upload/Seminar16.pdf</span></p></h3>
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  264. 							14<img alt="Icon_comment" src="http://upload.wikimedia.org/wikipedia/commons/b/b1/Alkylation2.png"  width="13" height="11"/>
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  285.                       <img alt="Ric-flair-never-retire-wallpape_crop_north" height="234" src="http://open.thumbshots.org/image.pxf?url=http://www2.chemistry.msu.edu/faculty/reusch/VirtTxtJml/aldket2.htm" width="340" />
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  291. 					<p class="MsoNormal" style="margin: 0in 0in 11.25pt; line-height: 130%;"><p><a target="new" href="http://www.chem.uky.edu/courses/che232/ftl/c23.pdf" >1 Substitution reactions of carbonyl compounds at the ? ... - Chemistry</a><br/>The addition of electrophiles to the alpha carbon via the acid- or base-induced   formation of . likely pathway. The most common bases used to form enolate ions   are sodium . As you might expect, alkylation of an enolate is a powerful tool for .<br/><span>http://www.chem.uky.edu/courses/che232/ftl/c23.pdf</span></p></p>
    292. 

  292. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://authors.library.caltech.edu/25034/18/BPOCchapter17.pdf" >CARBONYL COMPOUNDS ENOLS AND ENOLATE ONS ...</a><br/>will consider in this chapter are halogenation, alkylation, and aldol reactions .   way of the en01 or the enolate anion of the parent carbonyl compound: carbonyl   . moval of a proton alpha to a carbonyl group results in the formation of a con- .<br/><span>http://authors.library.caltech.edu/25034/18/BPOCchapter17.pdf</span></p></p>
    293. 

  293. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://pharmaxchange.info/press/2011/02/chemistry-of-enolates-c-vs-o-alkylation/" >Chemistry of Enolates - C vs O Alkylation | Articles ...</a><br/>Feb 25, 2011 . This occurs due to the formation of enolate ion as will be seen ahead in the   mechanism. C-alkylation vs O-alkylation - A continuous challenge .<br/><span>http://pharmaxchange.info/press/2011/02/chemistry-of-enolates-c-vs-o-alkylation/</span></p></p>
    294. 

  294. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://web.pdx.edu/~wamserc/C335W00/18notes.htm" >Chapter 18 Notes</a><br/>Alpha-Substitution on Enols . the net reaction is alpha-substitution . ketones   often can give two different enolate ions - need to control regioselectivity .   enamines react with alkyl halides (alkylation) or acyl halides (acylation); after   hydrolysis .<br/><span>http://web.pdx.edu/~wamserc/C335W00/18notes.htm</span></p></p>
    295. 

  295. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://web.chem.ucsb.edu/~neuman/orgchembyneuman.book/18%20EnolateIonsEnols/18Text.pdf" >18: Reactions of Enolate Ions and Enols</a><br/>Enolate Ions and Enols. Halogenation Reactions. Alkylation Reactions.   Condensation Reactions. Enolate Ions from -Dicarbonyl Compounds. Other   Reactions of .<br/><span>http://web.chem.ucsb.edu/~neuman/orgchembyneuman.book/18%20EnolateIonsEnols/18Text.pdf</span></p></p>
    296. 

  296. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://en.wikipedia.org/wiki/Carbonyl_Alpha-Substitution_Reactions" >Carbonyl Alpha-Substitution Reactions - Wikipedia, the free ...</a><br/>Perhaps the single most important reaction of enolate ions is their alkylation by   treatment with an alkyl halide or .<br/><span>http://en.wikipedia.org/wiki/Carbonyl_Alpha-Substitution_Reactions</span></p></p>
    297. 

  297. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www.mhhe.com/physsci/chemistry/carey/student/olc/ch18reactionalkylation.html" >Alkylation of Enolates</a><br/>Overview of Enolate Reactions | Alpha-Halogenation fo Aldehydes and . the   halogen via an SN2 type process giving alkylated ketone and a bromide ion.<br/><span>http://www.mhhe.com/physsci/chemistry/carey/student/olc/ch18reactionalkylation.html</span></p></p>
    298. 

  298. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://ivan.tubert.org/caos/reactions/enolate.html" >Enolate alkylation</a><br/>Ketones, esters, nitriles, and carboxylic acids may be alkylated at the alpha   position . This requires the use of preformed enolates. . Alkylation of Enolate   Ions .<br/><span>http://ivan.tubert.org/caos/reactions/enolate.html</span></p></p>
    299. 

  299. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://chemistry2.csudh.edu/rpendarvis/a-carbaldol.html" >Enolates and the Aldol Reactions</a><br/>We also learned how enolate ions can be formed by the removal of an alpha   hydrogen atom and how these enolate ions can act as nucleophiles toward .<br/><span>http://chemistry2.csudh.edu/rpendarvis/a-carbaldol.html</span></p></p>
    300. 

  300. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www.orgsyn.org/orgsyn/orgsyn/prepcontent.asp?prep=cv6p0121" >THE FORMATION AND ALKYLATION OF SPECIFIC ENOLATE ...</a><br/>A solution of methyllithium in ether was purchased from Alfa Inorganics, Inc. .   Consequently, a structurally specific alkylation of an enolate anion can be .<br/><span>http://www.orgsyn.org/orgsyn/orgsyn/prepcontent.asp?prep=cv6p0121</span></p></p>
    301. 

  301. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www2.chemistry.msu.edu/faculty/reusch/virttxtjml/aldket2.htm" >Carbonyl Reactivity</a><br/>Many aldehydes and ketones undergo substitution reactions at an alpha . the   carbon atom of an enolate anion the product is an alkylated aldehyde or ketone.<br/><span>http://www2.chemistry.msu.edu/faculty/reusch/virttxtjml/aldket2.htm</span></p></p>
    302. 

  302. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://nsdl.niscair.res.in/bitstream/123456789/797/1/Revised+Organic+synthesis+via+enolates.pdf" >Organic synthesis via enolates</a><br/>Acidity of Alpha Hydrogens . Regioselectivity in Enolate Anion Formation and   Reaction . alkylation is not the only problem of the alkylation of enolates.<br/><span>http://nsdl.niscair.res.in/bitstream/123456789/797/1/Revised+Organic+synthesis+via+enolates.pdf</span></p></p>
    303. 

  303. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://chm233.asu.edu/notes/enols/enols.html" >Enols and Enolates - Organic Chemistry at Arizona State University</a><br/>hydrogens that are on carbons alpha- to carbonyls are unusually acidic, they are   ENOLIZABLE . The base catalyzed mechanism is shown that proceeds via the   enolate anion . 2 Alkylation and Halogenation Reactions of Enols/Enolates .<br/><span>http://chm233.asu.edu/notes/enols/enols.html</span></p></p>
    304. 

  304. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://faculty.swosu.edu/tim.hubin/OrgIILectures/Och18lec1.ppt" >Enolate Ion</a><br/>pKa of protons alpha to an aldehyde or ketone carbonyl = 19-21. Ethene pKa =   44 . This type of reaction is called alkylation or C1-alkylation of the enolate ion.<br/><span>http://faculty.swosu.edu/tim.hubin/OrgIILectures/Och18lec1.ppt</span></p></p>
    305. 

  305. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www.ibb.ntou.edu.tw/wwwroot/teacher_system/file/information/389195_chapter17.ppt" >a,b</a><br/>Carbonyl Alpha-Substitution and Condensation Reactions. Alpha-substitution .   Enolate ions undergo alkylation by treatment with an alkyl halide or tosylate .<br/><span>http://www.ibb.ntou.edu.tw/wwwroot/teacher_system/file/information/389195_chapter17.ppt</span></p></p>
    306. 

  306. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www.chem.umn.edu/groups/hoye/teaching/Teaching2312Fall2012/3LDADCCF12.pdf" >Experiment 3 Enolate Alkylation, Ester Saponification, and Amide ...</a><br/>Oct 4, 2012 . Enolate Alkylation (6 to 7), Ester Hydrolysis (7 to 8), and . range from ~9, for ?-  protons of a ?-dicarbonyl compound, to ~25 for alpha protons of an aliphatic .   they can be removed with a strong base to form an enolate anion.<br/><span>http://www.chem.umn.edu/groups/hoye/teaching/Teaching2312Fall2012/3LDADCCF12.pdf</span></p></p>
    307. 

  307. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://charette.corg.umontreal.ca/CHM6315/20120214-f.pdf" >VI-Enolate Alkylation - Groupe Charette</a><br/>Feb 14, 2012 . Can we make this bond by an enolate alkylation reaction? Me . Generate a   compact ion pair . P. D.; Marcoux, J. F.; Angelaud, R.; Davies, I. W., A practical   synthesis of alpha-aryl methyl ketones via a transition-metal-free .<br/><span>http://charette.corg.umontreal.ca/CHM6315/20120214-f.pdf</span></p></p>
    308. 

  308. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www.chemistry.sc.chula.ac.th/course_info/O2302266/carbonyl-II-2007.pdf" >enolate ion</a><br/>Alpha-substitution of carbonyl . groups. &#149; ?-H is more acidic because the enolate   ion that results from its removal . 2 mechanism and itself becoming alkylated .<br/><span>http://www.chemistry.sc.chula.ac.th/course_info/O2302266/carbonyl-II-2007.pdf</span></p></p>
    309. 

  309. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://academic.brooklyn.cuny.edu/chem/howell/chem%2052%20Lecture%20Slides/19%20enolates%20enamines.ppt" >Organic Chemistry</a><br/>Most of the negative charge in an enolate anion is on oxygen. oxygen . Overall   process is to render the alpha carbonss of ketone nucleophilic enough so that .<br/><span>http://academic.brooklyn.cuny.edu/chem/howell/chem%2052%20Lecture%20Slides/19%20enolates%20enamines.ppt</span></p></p>
    310. 

  310. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www.chem.ntou.edu.tw/wwwroot/_files/408d08_chapter17.pdf" >?</a><br/>Alpha-substitution reactions occur at the carbon next . 17.3 Alpha Bromination   of Carboxylic Acids . Enolate ions undergo alkylation by treatment with an alkyl .<br/><span>http://www.chem.ntou.edu.tw/wwwroot/_files/408d08_chapter17.pdf</span></p></p>
    311. 

  311. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://quizlet.com/11564091/chapter-22-alpha-carbon-chemistry-flash-cards/" >Chapter 22 - Alpha Carbon Chemistry flashcards | Quizlet</a><br/>Vocabulary words for Chapter 22 - Alpha Carbon Chemistry.<br/><span>http://quizlet.com/11564091/chapter-22-alpha-carbon-chemistry-flash-cards/</span></p></p>
    312. 

  312. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://faculty.smu.edu/jbuynak/Reactions%20of%20Enols%20and%20Enolates1.ppt" >Reactions of Enols and Enolates - Smu</a><br/>This enolate anion is a much stronger nucleophile than the corresponding enol.   . uses an extra ethoxycarbonyl group to stabilize the anion alpha to the ketone.   Following alkylation of the (highly stabilized) enolate, the carboethoxy group is .<br/><span>http://faculty.smu.edu/jbuynak/Reactions%20of%20Enols%20and%20Enolates1.ppt</span></p></p>
    313. 

  313. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www2.chemistry.msu.edu/faculty/reusch/virttxtjml/crbacid3.htm" >Carboxyl Reactivity</a><br/>Formulas for the corresponding enol and enolate anion species that may be .   Acid-catalyzed alpha-chlorination and bromination reactions proceed more   slowly . enolate anions, two examples of SN2 alkylation reactions are shown   below.<br/><span>http://www2.chemistry.msu.edu/faculty/reusch/virttxtjml/crbacid3.htm</span></p></p>
    314. 

  314. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www.bgsu.edu/departments/chem/faculty/pavel/Chem542/Chapter%2013%20-%20542.pdf" >Chapter 13. Enols and alkaline earth metal enolates H+ B-</a><br/>Sulfur also stabilizes the anion on the alpha-carbon: this is what makes   deprotonation of 1,3- . Hydroxyalkylation of enolates (aldol reaction, aldol   addition) .<br/><span>http://www.bgsu.edu/departments/chem/faculty/pavel/Chem542/Chapter%2013%20-%20542.pdf</span></p></p>
    315. 

  315. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www.chem.uky.edu/courses/che232/JEA/ln/6.%20Enol(ates).pdf" >Enol/Enolate Alkylations. - Chemistry</a><br/>of the alpha carbon (the carbon next to the carbonyl group). O. H . Under   sufficiently basic conditions, an enolate ion can be formed: O . Alkylation of   Enolates: .<br/><span>http://www.chem.uky.edu/courses/che232/JEA/ln/6.%20Enol(ates).pdf</span></p></p>
    316. 

  316. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www.ncbi.nlm.nih.gov/pubmed/516120" >Steroids and related products. XLVI. The regiospecific alpha ...</a><br/>The regiospecific alpha-hydroxymethylation of saturated carbonyl compounds via   preformed enolate ions. An improved synthesis of 17-hdyroxymethyl 20-keto .<br/><span>http://www.ncbi.nlm.nih.gov/pubmed/516120</span></p></p>
    317. 

  317. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www.fccj.us/chm2210/PowerPoint/Chapter22.ppt" >CN&gt;Chapter 22CT&gt;Carbonyl Alpha-Substitution Reactions - fccj</a><br/>22.5 Acidity of Alpha Hydrogen Atoms: Enolate Ion Formation . Alkylation occurs   when the nucleophilic enolate ion reacts with the electrophilic alkyl halide or .<br/><span>http://www.fccj.us/chm2210/PowerPoint/Chapter22.ppt</span></p></p>
    318. 

  318. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://wps.prenhall.com/esm_bruice_organic_4/11/2903/743356.cw/index.html" >esm_bruice_organic_4|Carbonyl Compounds III: Reactions at the ...</a><br/>19.8, Cyclopentanone enolate anion and 2-Ethylcyclopentanone, alpha-  Alkylation of ketones. 19.8, Enols of 2-methylcyclohexanone, Alkylation of   enolate .<br/><span>http://wps.prenhall.com/esm_bruice_organic_4/11/2903/743356.cw/index.html</span></p></p>
    319. 

  319. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www.chemtube3d.com/Enolates%20with%20aldehydes%20and%20ketones%20(Aldol%20Reaction)%20-%20Lithium%20enolates%20in%20aldol%20reactions.html" >Lithium enolates in aldol reactions - ChemTube3D</a><br/>Friedel-Crafts alkylation &#149; Friedel-Crafts acylation . Silicon alpha anion   stabilisation - Epoxidation of Z-Allyl silane . Enolates with aldehydes and   ketones .<br/><span>http://www.chemtube3d.com/Enolates%20with%20aldehydes%20and%20ketones%20(Aldol%20Reaction)%20-%20Lithium%20enolates%20in%20aldol%20reactions.html</span></p></p>
    320. 

  320. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www.laney.edu/wp/corlett/files/2012/01/ch22-slides.pdf" >22.1 Introduction to Alpha Carbon Chemistry &#150; Enols and Enolates ...</a><br/>Apr 25, 2012 . removal of the second proton by the alkoxide ion is what drives the . The alpha   position can be alkylated when an enolate is treated with an .<br/><span>http://www.laney.edu/wp/corlett/files/2012/01/ch22-slides.pdf</span></p></p>
    321. 

  321. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://quizlet.com/10514952/organic-chemistry-23-flash-cards/" >Organic Chemistry 23 flashcards | Quizlet</a><br/>. Reactions of Carbonyl Compounds at the alpha Carbon .<br/><span>http://quizlet.com/10514952/organic-chemistry-23-flash-cards/</span></p></p>
    322. 

  322. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://faculty.kfupm.edu.sa/CHEM/ajhamdan/CHEM202/CHAPTER%2017.pdf" >Chapter 17 ( Carbanions) - Faculty</a><br/>A hydrogen alpha to a single carbonyl is less acidic than a . enolate ion from   acetone or ethyl acetate. CH2 . Summary of alkylation of acetoacetic ester. CH3 .<br/><span>http://faculty.kfupm.edu.sa/CHEM/ajhamdan/CHEM202/CHAPTER%2017.pdf</span></p></p>
    323. 

  323. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://voh.chem.ucla.edu/vohtar/spring06/classes/30C/pdf/Extra%20Practice%20problemsanswers%2012.pdf" >Problem Set #3 Solutiions</a><br/>condensation: 1UlF?&#39;t3.11U]1 of an enolate ion, addition to the other ester   carbonyl . all of the staring ltetone reacts at the less ldghly-substitutewzl alpha   poaihon. . and base leads to torn-iat_ior| of a B-lteto ester, which is readilyr   alkylated .<br/><span>http://voh.chem.ucla.edu/vohtar/spring06/classes/30C/pdf/Extra%20Practice%20problemsanswers%2012.pdf</span></p></p>
    324. 

  324. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www.thecatalyst.org/experiments/Kaur/Kaur.html" >C-Alkylation of Enolates</a><br/>Mar 25, 1998 . Prediction of C-alkylation for the Reaction of Acetone Enolate with Methyl Iodide   . when the oxygen atom is hydrogen-bonded or exits as an ion-pair, . the   equilibrium are the partial charges of the alpha proton on the ketone .<br/><span>http://www.thecatalyst.org/experiments/Kaur/Kaur.html</span></p></p>
    325. 

  325. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www.chimica.unipd.it/alessandro.bagno/pubblica/co3/2.enolati_en.pdf" >General reactivity of carbonyl compounds. 1 Addition-elimination ...</a><br/>Generation and alkylation of enolates. C Ch. 21 . the formation of a strong   hydrogen bond in the mono-anion. . heteroatom than with the alpha carbon.<br/><span>http://www.chimica.unipd.it/alessandro.bagno/pubblica/co3/2.enolati_en.pdf</span></p></p>
    326. 

  326. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://opencourseware.kfupm.edu.sa/colleges/cs/chem/chem202/files%5C2-Lecture_Notes_Ch17_Enolates_and_Carbanions.pdf" >Ch17 Enolates and Carbanions(pdf) - KFUPM Open Courseware</a><br/>Chapter 17. Enolates and Carbanions: Building Blocks for . Direct alkylation of   a carbonyl compound yields several. Products . Enolate ions are nucleophiles.<br/><span>http://opencourseware.kfupm.edu.sa/colleges/cs/chem/chem202/files%5C2-Lecture_Notes_Ch17_Enolates_and_Carbanions.pdf</span></p></p>
    327. 

  327. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www.chemtube3d.com/AsymAuxAlkylation_MeCl.html" >Enantioselective Enolate Alkylation - Evans Methylation of chiral ...</a><br/>Formation of nitrosonium ion . Enantioselective Enolate Alkylation - Evans .   Removal of the auxiliary gives enantiomerically enriched alpha-alkylated acid .<br/><span>http://www.chemtube3d.com/AsymAuxAlkylation_MeCl.html</span></p></p>
    328. 

  328. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www.chemtube3d.com/AsymAuxAlkylation_PhMeCl.html" >Enantioselective Enolate Alkylation - Evans Benzylation of chiral ...</a><br/>Formation of nitrosonium ion . Enantioselective Enolate Alkylation - Evans .   Removal of the auxiliary gives enantiomerically enriched alpha-alkylated acid .<br/><span>http://www.chemtube3d.com/AsymAuxAlkylation_PhMeCl.html</span></p></p>
    329. 

  329. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www.rapidlearningcenter.com/chemistry/organic_chemistry/enols-and-enolates.html" >Organic Chemistry: Enols and Enolates</a><br/>An enol contains a OH attached to a C=C. An enolate ion is a structure in which .   with the movement of a H. Alpha substitution is replacement of H on alpha carbon  , . Diethyl malonate is reacted with base, alkylated, then hydrolyzed to yield a .<br/><span>http://www.rapidlearningcenter.com/chemistry/organic_chemistry/enols-and-enolates.html</span></p></p>
    330. 

  330. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www.mhhe.com/physsci/chemistry/carey/student/olc/ch18reviewhalogenation.html" >Alpha-Halogenation fo Aldehydes and Ketones</a><br/>Chapter 18: Enols and Enolates . are used as they enhance the nucleophilicity   of the alkene, as a result we end up with an oxonium ion and a bromide ion.<br/><span>http://www.mhhe.com/physsci/chemistry/carey/student/olc/ch18reviewhalogenation.html</span></p></p>
    331. 

  331. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www.paulbracher.com/teaching/handouts/Section%2011%20-%20Carbonyl%20Chemistry%20V,%20Guide%20to%20Solving%20Alpha%20Carbonyl%20Chemistry%20Problems.pdf" >Carbonyl Chemistry V, Guide to Solving Alpha ... - Paul Bracher</a><br/>You know how to make enols and enolates. You know . But, for alkylations with   oxazolidinones, these will chelate the two carbonyl groups. &#149; Na+, K+ are .<br/><span>http://www.paulbracher.com/teaching/handouts/Section%2011%20-%20Carbonyl%20Chemistry%20V,%20Guide%20to%20Solving%20Alpha%20Carbonyl%20Chemistry%20Problems.pdf</span></p></p>
    332. 

  332. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://dspace.mit.edu/bitstream/handle/1721.1/13430/25598835.pdf?sequence=1" >Preview, non-printable (open to all) - DSpace@MIT</a><br/>possible to prepare different enolate anion mixtures from an unsymme- trical   ketone reflecting . the selective alkylation of unsymmetrical ketones at either the   more or less highly substituted alpha position utilizing the appropriate enol   acetate .<br/><span>http://dspace.mit.edu/bitstream/handle/1721.1/13430/25598835.pdf?sequence=1</span></p></p>
    333. 

  333. <p class="MsoNormal" style="margin: 0in 0in 10pt; line-height: 130%;"><p><a target="new" href="http://www.flashcardmachine.com/enolate-anions-andenamines.html" >Enolate Anions and Enamines Flashcards</a><br/>Jul 22, 2010 . -formed by treating aldehyde, ketone, or ester (each which has at least 1 alpha-H  ) w/ base. -most of neg. charge in enolate anion is on O .<br/><span>http://www.flashcardmachine.com/enolate-anions-andenamines.html</span></p></p>
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  390. 	<p id="duplicate-copy"><p><a target="new" href="http://wps.prenhall.com/wps/media/objects/340/348272/wade_ch22.html" >Media Portfolio</a><br/>Keywords. alpha substitution, enolate ion, enol tautomer . Caption. Enamines   diplace halides from reactive alkyl halides, giving alkylated iminium salts. Notes .<br/><span>http://wps.prenhall.com/wps/media/objects/340/348272/wade_ch22.html</span></p></p>
    391. 

  391. 	<p id="offensive-copy"><p><a target="new" href="http://ukpmc.ac.uk/articles/PMC2666470" >Stereocontrolled Alkylative Construction of Quaternary Carbon ...</a><br/>Oct 8, 2008 . Direct alkylation of alpha,alpha-disubstituted pseudoephedrine amide .   providing alpha,alpha-disubstituted enolate substrates that undergo alkylation in   . to oxazolium ions: (a) Meyers AI, Collington EW J Am Chem Soc.<br/><span>http://ukpmc.ac.uk/articles/PMC2666470</span></p></p>
    392. 

  392. 	<p id="plagiarism-copy"><p><a target="new" href="http://www.chemtube3d.com/Enolates%20with%20aldehydes%20and%20ketones%20(Aldol%20Reaction)%20-%20Mannich%20reaction%20(Enone%20formation).html" >Enolates with aldehydes and ketones (Aldol Reaction) - Mannich ...</a><br/>The most reliable method for making the enone is to alkylate the Mannich base   with MeI and then treat the ammonium salt with base. Enolate ion formation leads .<br/><span>http://www.chemtube3d.com/Enolates%20with%20aldehydes%20and%20ketones%20(Aldol%20Reaction)%20-%20Mannich%20reaction%20(Enone%20formation).html</span></p></p>
    393. 

  393. 	<p id="badedit-copy"><p><a target="new" href="http://www.ch.ic.ac.uk/local/projects/h_tanner/snyth1.html" >snyth1</a><br/>Alkylation was promoted by treating the ketone C with Sodium hydride (NaH). . (  located on the position alpha to the carbonyl group) to produce the enolate ion.<br/><span>http://www.ch.ic.ac.uk/local/projects/h_tanner/snyth1.html</span></p></p>
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  776. 				<p class="newsletter-intro"><p><a target="new" href="http://www.mhhe.com/physsci/chemistry/carey/student/olc/ch18reactionhaloform.html" >Haloform reaction</a><br/>Overview of Enolate Reactions | Alpha-Halogenation fo Aldehydes and . Then a   nucleophilic acyl substitution by hydroxide displaces the anion CX3 as a .<br/><span>http://www.mhhe.com/physsci/chemistry/carey/student/olc/ch18reactionhaloform.html</span></p></p>
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